This research utilized data from Reconnecting Youth in Iowa, a positive youth development program for at-risk students, to assess the relationship between two Adlerian psychology constructs: encouragement and social interest. Relevant survey questions utilized in outcome studies for the program were clustered into the theoretical constructs. Pearson product moment correlations revealed broad correlations between indicators of encouragement and social interest. Analysis of variance revealed there were significant difference between high, moderate, and low levels of encouragement on most social interest indicators. Implications for helping professionals and programmatic efforts are discussed.